New Entry of Coupling Reaction of Phenacylamine Derivatives with Silylstannane.

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  • Iwai Yasumasa
    Graduate School of Pharmaceutical Sciences, The University of Tokushima
  • Kita Kumiko
    Graduate School of Pharmaceutical Sciences, The University of Tokushima
  • Matsushita Yoko
    Graduate School of Pharmaceutical Sciences, The University of Tokushima
  • Yamauchi Aiko
    Graduate School of Pharmaceutical Sciences, The University of Tokushima
  • Kihara Masaru
    Graduate School of Pharmaceutical Sciences, The University of Tokushima

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Abstract

The new coupling reaction of phenacylamines with silylstannane and lithium diisopropylamide (LDA) is reported. The treatment of a phenacylamine iodide 1 with (trimethylsilyl)tributylstannane (Me3SiSnBu3) and cesium fluoride (CsF) gave a dimerization product 2 having no iodine atom. Reaction of 1 with LDA afforded a dimerization product 3 with an iodine atom. The products 2 and 3 were separated to the meso and racemic isomers, respectively.

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